2-(3-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ol

Base Information

• Chemical Name: 2-(3-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ol
• CAS No.: 1309980-11-7
• Molecular Formula: C15H23BO3
• Molecular Weight: 262.157
• Hs Code.: 2934999090
• Mol file: 1309980-11-7.mol

Synonyms:2-(3-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ol;3-(2-Hydroxypropan-2-yl)phenylboronic acid pinacol ester

Chemical Property of 2-(3-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ol

Chemical Property:

• Melting Point: 64-69°C
• Boiling Point: 374.5±25.0 °C(Predicted)
• PKA: 14.48±0.29(Predicted)
• PSA: 38.69000
• Density: 1.04±0.1 g/cm3(Predicted)
• LogP: 2.21320
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

3-(2-Hydroxypropan-2-yl)phenylboronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-(2-Hydroxy-2-propanyl)phenylboronic acid pinacol ester can be used as an intermediate in the synthesis of furo[3,2-b]pyridine derivatives as potent kinase inhibitors.

Technology Process of 2-(3-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ol

There total 1 articles about 2-(3-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

methyl 3-bromobenzoate (618-89-3) → 2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propan-2-ol (1309980-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / diethyl ether / Reflux

1.2: 3 h / Reflux

2.1: potassium acetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 3 h / 120 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; magnesium; In diethyl ether; N,N-dimethyl-formamide;

Reference yield: 76.0%

2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propan-2-ol (1309980-11-7) + N-[(1S)-1-[(5-bromo-2-chloro-phenyl)methyl]-2-[4-[3,5-dimethyl-1-(2- trimethylsilylethoxymethyl)pyrazol-4-yl]anilino]-2-oxoethyl]-2-methylpyrazole-3-carboxamide → N-[(1S)-1-[[2-chloro-5-[3-(1-hydroxy-1-methylethyl)phenyl]phenyl]methyl]-2-[4-[3,5-dimethyl-1-(2-trimethylsilylethoxymethyl)pyrazol-4-yl]anilino]-2-oxoethyl]-2-methylpyrazole-3-carboxamide

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 0.5h; Microwave irradiation; Inert atmosphere;

Reference yield: 68.8%

2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]propan-2-ol (1309980-11-7) + (R)-2-(2-chloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)acetamide (1394070-73-5) → (R)-2-(2-(3-(2-hydroxypropan-2-yl)phenyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)acetamide (1394073-04-1)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 120 ℃; for 1h; microwave irradiation;

upstream raw materials:

methyl 3-bromobenzoate

Downstream raw materials:

(R)-2-(2-(3-(2-hydroxypropan-2-yl)phenyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-5(6H)-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)acetamide

2-[3-(4-{[2-(4-fluorophenyl)ethyl]amino}-6-methoxy-1,3,5-triazin-2-yl)phenyl]propan-2-ol

Refernces